Hydrochloric Acid → HCID 178425509, compound

HRID 637937Notes

Reaction equation

HRID 637937 reaction equation
C(O)(=O)C[SH:3].[H-].[Na+].Cl[C:9]1[N:14]=[C:13]([Cl:15])[N:12]=[C:11]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2[CH3:24])[N:10]=1.Cl.[CH2:26]([O:28]CC)[CH3:27]>CN(P(N(C)C)(N(C)C)=O)C>[Cl:15][C:13]1[N:12]=[C:11]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2[CH3:24])[N:10]=[C:9]([CH2:27][C:26]([OH:28])=[S:3])[N:14]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 1133Thioglycolic AcidHCID 3283Diethyl EtherHCID 24758Sodium hydrideHCID 134137564,6-Dichloro-N-(2,3-dimethylphenyl)-1,3,5-triazin-2-amine

Product 1

HCID 178425509HCID 178425509, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

To a solution of thioglycolic acid (0.076 ml) in hexamethylphosphortriamide (2 ml), 100% sodium hydride (46 mg) is added, at room temperature, stirring for 15'. Then 2,4-dichloro-6-(2,3-xylidino)-1,3,5-triazine (0.26 g) in hexamethylphosphorotriamide (1.5 ml) is added, stirring for 30' more. The reaction mixture is then diluted with ethyl ether (15 ml), added with 10% HCl (7 ml) and stirred for 10'. The orgaic phase is separated, washed with water to neutrality and dried over Na2SO4. By evaporation of the solvent an oil (0.24 g) is obtained which crystallizes from ethyl acetate/hexane. Yield: 0.18 g of the title compound (V, 43).

Workup

  1. stirringstirring for 30' more
  2. stirringstirred for 10'
  3. customThe orgaic phase is separated
  4. washwashed with water to neutrality
  5. dry with materialdried over Na2SO4
  6. customBy evaporation of the solvent an oil (0.24 g)
  7. customis obtained which
  8. customcrystallizes from ethyl acetate/hexane

Sources & evidence

ORD record
ord-c33c9b0b46c64ff68254e4591ee658f3
Source dataset
uspto-grants-1985_12
Patent number
US04559345

Reaction notes

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